Round: 26 Ground: Hardcourt outdoor
| Challenger – Traralgon | 2015/10/26 23:00 | Marinko Matosevic v Benjamin Mitchell | 3-6,1-6 |
| Challenger Aptos | 2016/08/09 18:00 | Dayne Kelly v Benjamin Mitchell | 3-6,1-6 |
| Challenger - Granby | 2016/08/02 19:10 | Vincent Millot v Benjamin Mitchell | 6-3,6-2 |
| Challenger Winnipeg | 2016/07/14 18:25 | Blaz Kavcic v Benjamin Mitchell | 6-2,6-1 |
| Challenger Winnipeg | 2016/07/12 15:00 | Benjamin Mitchell v Vincent Millot | 1-6,7-6,6-4 |
| ITF Canada F4 | 2016/06/30 00:20 | Benjamin Mitchell v Raymond Sarmiento | 1-6,4-6 |
| French Open Qual | 2016/05/17 08:00 | Jan-Lennard Struff v Benjamin Mitchell | 6-7,6-4,6-3 |
| Challenger Drummondville | 2016/03/15 17:05 | Tim Van Rijthoven v Benjamin Mitchell | 3-6,7-6,6-2 |
| Challenger Launceston | 2016/02/05 06:10 | Saketh Myneni v Benjamin Mitchell | 6-4,6-2 |
| Challenger Aptos | 2016/08/09 22:35 | Marinko Matosevic v Farrukh Dustov | 6-1,6-0 |
| ATP Washington Qual | 2016/07/17 16:35 | Jared Donaldson v Marinko Matosevic | 7-6,6-4 |
| ATP Washington Qual | 2016/07/16 14:00 | Scott Lipsky v Marinko Matosevic | 1-6,0-6 |
| Challenger Winnipeg | 2016/07/13 15:00 | Marinko Matosevic v Dayne Kelly | 7-6,6-7,3-6 |
| Challenger Leon Qual | 2016/03/28 20:45 | Robin Stanek v Marinko Matosevic | 7-6,7-6 |
| Challenger Leon Qual | 2016/03/27 20:10 | Purav Raja v Marinko Matosevic | 4-6,1-6 |
| Challenger Morelos | 2016/02/16 20:25 | Marinko Matosevic v Horacio Zeballos | 4-6,3-6 |
| Challenger – Dallas | 2016/02/05 02:25 | Marinko Matosevic v Tim Smyczek | 6-7,6-4,3-6 |